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VALINOMYCIN

CAS No.
2001-95-8
Chemical Name:
VALINOMYCIN
Synonyms
valinomicin;nsc122023;valamycin;-valyl)[qr];VALINOMYCIN;nsc122023[qr];valinomicin[qr];VALINOMYCIN 99%;Valinomycin,90%;Valinomycin,96%
CBNumber:
CB7199194
Molecular Formula:
C54H90N6O18
Molecular Weight:
1111.32
MDL Number:
MFCD00005114
MOL File:
2001-95-8.mol
MSDS File:
SDS
Last updated:2024-11-20 15:18:15

VALINOMYCIN Properties

Melting point 187-190 °C
alpha D20 +31.0° (c = 1.6 in benzene)
Boiling point 821.74°C (rough estimate)
Density 1.060
refractive index 1.6400 (estimate)
Flash point 87℃
storage temp. 2-8°C
solubility DMSO: ≥10 mg/mL
pka 11.32±0.70(Predicted)
form solid
color white
optical activity [α]20/D +32±2°, c = 1.6% in benzene
Water Solubility Soluble in DMSO at 10mg/ml. Insoluble in water
Merck 13,9976
BRN 78657
Stability Stable for 1 year from date of purchase as supplied. Solutions in DMSO may be stored at -20° for up to 3 months.
EWG's Food Scores 1
FDA UNII N561YS75MN
EPA Substance Registry System Valinomycin (2001-95-8)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS06
Signal word  Danger
Hazard statements  H300+H310
Precautionary statements  P262-P280-P301+P310+P330-P302+P352+P310
Hazard Codes  Xn,T,T+,Xi
Risk Statements  27/28-36/37/38-21/22
Safety Statements  36-45-36/37-28-37/39-26
RIDADR  UN 2811 6.1/PG 1
WGK Germany  3
RTECS  YV9468000
10-18-21
TSCA  Yes
HazardClass  6.1(a)
PackingGroup  I
HS Code  29419090
NFPA 704
0
4 0

VALINOMYCIN price More Price(34)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 60403 Potassium ionophore I Selectophore 2001-95-8 100mg $495 2024-03-01 Buy
Sigma-Aldrich 676377 Valinomycin A cyclododecadepsi-peptide ionophore antibiotic. 2001-95-8 25mg $117 2022-05-15 Buy
Alfa Aesar J62312 Valinomycin, 90+% 2001-95-8 100mg $290 2024-03-01 Buy
Alfa Aesar J67410 Valinomycin, 10 mg/ml in DMSO sterile-filtered 2001-95-8 1ml $63.4 2021-12-16 Buy
Cayman Chemical 10009152 Valinomycin ≥95% 2001-95-8 5mg $25 2024-03-01 Buy
Product number Packaging Price Buy
60403 100mg $495 Buy
676377 25mg $117 Buy
J62312 100mg $290 Buy
J67410 1ml $63.4 Buy
10009152 5mg $25 Buy

VALINOMYCIN Chemical Properties,Uses,Production

Description

Valinomycin (2001-95-8) is a selective K+ ionophore capable of transporting potassium ions through lipid membranes.1 Valinomycin can induce apoptosis in cells by causing a rapid loss of mitochondrial membrane potential via potassium efflux.2,3

Chemical Properties

white crystalline powder

Uses

antibiotic; LD50 (rat, po) 4 mg/kg

Uses

Insecticide, nematocide, Patterson, Wright, US 3520973 (1970 to Am. Cyanamid).

Uses

K+-selective ionophoric cyclodepsipeptide; potassium ionophore which uncouples oxidative phosphorylation, induces apoptosis in murine thymocytes, inhibits NGF-induced neuronal differentiation and anta gonizes ET-induced vasoconstriction. Used as insecticide, nematocide.

Uses

Valinomycin is a hydrophobic cyclodepsipeptide with potent antitumor activity. Valinomycin is a highly selective potassium ionophore and this action leads to a diverse range of profound cell membrane effects. More recently, valinomycin has found application as a biosensor to detect to detect potassium efflux.

Uses

Valinomycin is a hydrophobic cyclodepsipeptide with potent antitumour activity. Valinomycin is a highly selective potassium ionophore and this action leads to a diverse range of profound cell membrane effects. More recently, valinomycin has found application as a biosensor to detect to detect potassium efflux.

Definition

ChEBI: Valinomycin is a twelve-membered cyclodepsipeptide composed of three repeating D-alpha-hydroxyisovaleryl-D-valyl-L-lactoyl-L-valyl units joined in sequence. An antibiotic found in several Streptomyces strains. It has a role as an antiviral agent, an antimicrobial agent, a potassium ionophore and a bacterial metabolite. It is a cyclodepsipeptide and a macrocycle.

General Description

Shiny crystalline solid. Used as an insecticide and nematocide. Not registered as a pesticide in the U.S.

Reactivity Profile

VALINOMYCIN is an amide. Amides/imides react with azo and diazo compounds to generate toxic gases. Flammable gases are formed by the reaction of organic amides/imides with strong reducing agents. Amides are very weak bases (weaker than water). Imides are less basic yet and in fact react with strong bases to form salts. That is, they can react as acids. Mixing amides with dehydrating agents such as P2O5 or SOCl2 generates the corresponding nitrile. The combustion of these compounds generates mixed oxides of nitrogen (NOx).

Health Hazard

VALINOMYCIN is highly toxic orally.

Fire Hazard

When heated to decomposition, VALINOMYCIN emits toxic fumes of nitrogen oxides.

Biological Activity

Selective K + ionophore (K 0.5 values are 48, 73, 75, 93 and 246 mM for K + , Rb + , Cs + , Na + and Li + respectively) that transports K + across biological and artificial lipid membranes. Inhibits Ca 2+ -ATPase activity and induces apoptosis through mitochondrial membrane depolarization, caspase-3 activation and phosphatidylserine translocation in vitro .

Biochem/physiol Actions

Valinomycin affects the ion transport behavior of mitochondrial systems.

in vitro

valinomycin caused substantial cho cells death within 12 h of treatment. several apoptotic events were identified in valinomycin-treated cho cells, including caspase-3 activation, phosphatidylserine (ps) membrane translocation, and mitochondrial membrane depolarization during the first few hours of treatment. k+ efflux was reduced by elevating extracellular k+ concentrations [2].

in vivo

valinomycin is irritant in the case of eye and skin contact. inhalation of valinomycin can cause breathing disturbances and even loss of conscious. lethal doses (ld50) for mouse and rabbit is 2.5 mg/kg and 5 mg/kg respectively. valinomycin also shows to provoke lots of chronic effects, including damage of the central and peripheral nervous system, eyes, lens and cornea [1].

storage

Store at -20°C

Purification Methods

Recrystallise valinomycin from dibutyl ether or Et2O. It is dimorphic: modification A crystallises from n-octane, and modification B crystallises from EtOH/H2O. It is soluble in pet ether, CHCl3, AcOH, BuOAc and Me2CO. [Smith et al. J Am Chem Soc 97 7242 1975, UV, IR and NMR see Brocknmann & Schmidt-Kastner Chem Ber 88 57 1955, Beilstein 27 I 9728. 17 IV 9728.]

References

1) Pressman, (1976) Biological applications of ionophores; Annu. Rev. Biochem., 45 501 2) Furlong et al., (1998) Induction of apoptosis by valinomycin: mitochondrial permeability transition causes intracellular acidification; Cell Death Diff., 5 214 3) Inai et al. (1997) Valinomycin induces apoptosis of ascites hepatoma cells (AH-130) in relation to mitochondrial membrane potential; Cell Struc. Funct., 22 555

VALINOMYCIN Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 209)Suppliers
Supplier Tel Email Country ProdList Advantage
Zhejiang Zhulong Biotechnology Co.,Ltd
+86-15868114325 +86-15868114325 pyb@zhulongbio.com China 1 58
Hebei Weibang Biotechnology Co., Ltd
+8615531157085 abby@weibangbio.com China 8810 58
Hebei Mojin Biotechnology Co., Ltd
+86 13288715578 +8613288715578 sales@hbmojin.com China 12839 58
career henan chemical co
+86-0371-86658258 +8613203830695 sales@coreychem.com China 29881 58
Chongqing Chemdad Co., Ltd
+86-023-6139-8061 +86-86-13650506873 sales@chemdad.com China 39894 58
CONIER CHEM AND PHARMA LIMITED
+8618523575427 sales@conier.com China 49374 58
Hefei TNJ Chemical Industry Co.,Ltd.
+86-0551-65418671 +8618949823763 sales@tnjchem.com China 34563 58
Shaanxi Dideu Medichem Co. Ltd
+86-029-89586680 +86-18192503167 1026@dideu.com China 7724 58
AFINE CHEMICALS LIMITED
+86-0571-85134551 sales@afinechem.com China 15352 58
Wuhan Fortuna Chemical Co., Ltd
+86-027-59207850 info@fortunachem.com China 5978 58

View Lastest Price from VALINOMYCIN manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
VALINOMYCIN pictures 2024-11-20 VALINOMYCIN
2001-95-8
US $1.00 / kg 1kg 99% 10 mt Hebei Weibang Biotechnology Co., Ltd
Valinomycin pictures 2024-11-19 Valinomycin
2001-95-8
US $0.00-0.00 / mg 100% 10g TargetMol Chemicals Inc.
valinomycin pictures 2024-08-07 valinomycin
2001-95-8
US $0.00-0.00 / g 0.5g 98.9 TLC; 95.8 HPLC 2kg Zhejiang Zhulong Biotechnology Co.,Ltd
  • VALINOMYCIN pictures
  • VALINOMYCIN
    2001-95-8
  • US $1.00 / kg
  • 99%
  • Hebei Weibang Biotechnology Co., Ltd
  • Valinomycin pictures
  • Valinomycin
    2001-95-8
  • US $0.00-0.00 / mg
  • 100%
  • TargetMol Chemicals Inc.
  • valinomycin pictures
  • valinomycin
    2001-95-8
  • US $0.00-0.00 / g
  • 98.9 TLC; 95.8 HPLC
  • Zhejiang Zhulong Biotechnology Co.,Ltd

VALINOMYCIN Spectrum

1,7,13,19,25,31-hexaoxa-4,10,16,22,28,34-hexaazacyclohexatriacontane-2,5,8,11, 14,17,20,23,26,29,32,35-dodecone,12,24,36-trimetyl-3,6,9,15,18,21,27,30,33-non akis(1-methylethyl)-[qr] aleryl-d-valyl-l-lactoyl-l-valyl-d-alpha-hydroxyisovaleryl-d-valyl-l-lactoyl-l antibioticn-329b cyclic(d-alpha-hydroxyisovaleryl-d-valyl-l-lactoyl-l-valyl-d-alpha-hydroxyisov nsc122023 nsc122023[qr] valinomicin[qr] ValinoMycin, froM StreptoMyces fulvissiMus -valyl)[qr] VALINOMYCIN VALINOMYCIN, STREPTOMYCES FULVISSIMUS POTASSIUM IONOPHORE I CYCLO[-L-VAL-D-HYLVA-D-VAL-L-LAC-]3 CYCLO(LAC-VAL-D-HIV-D-VAL-LAC-VAL-D-HIV-D-VAL-) Cyclo(L-Val-D-HyIva-D-Val-L-Lac-)3: HyIva = α-Hydroxyisovaleric acid, Lac = Lactic acid VALINOMYCIN >94% PURITY VALINOMYCIN READY MADE SOLUTION VALINOMYCIN 99% Valinomycin,90% Valinomycin,96% Cyclo(D-α-hydroxyisovaleryl-D-valyl-L-lactoyl-L-valyl-D-α-hydroxyisovaleryl-D-valyl-L-lactoyl-L-valyl-D-α-hydroxyisovaleryl-D-valyl-L-lactoyl-L-valyl) VALINOMYCINRESEARCH GRADE Potassium ionophore I,Valinomycin Valinomycin,Cyclo(L-Val-D-HyIva-D-Val-L-Lac-)3: HyIva = α-Hydroxyisovaleric acid, Lac = Lactic acid 1Cyclo(D-α-hydroxyisovaleryl-D-valyl-L-lactoyl-L-valyl-D-α- hydroxyisovaleryl-D-valyl-L-lactoyl-L-valyl-D-α-hydroxyisovaleryl-D-valyl-L-lactoyl-L-valyl) 3,6,9,15,18,21,27,30,33-Nonaisopropyl-12,24,36-triMethyl-1,7,13,19,25,31-hexaoxa-4,10,16,22,28,34-hexaazacyclohexatriacontane-2,5,8,11,14,17,20,23,26,29,32,35-dodecone VALINOMYCIN,CRYSTAL Valinomycin, ≥98%(TLC),≥95%(HPLC),solid Valinomycin, Streptomyces fulvissimus - CAS 2001-95-8 - Calbiochem Valinomycin, 97%, from Streptomyces fulvissimus VALINOMYCIN USP/EP/BP Valinomycin (NSC-122023) valinomicin valamycin (3S,6S,9R,12R,15S,18S,21R,24R,27S,30S,33R,36R)-6,18,30-trimethyl-3,9,12,15,21,24,27,33,36-nonakis(propan-2-yl)-1,7,13,19,25,31-hexaoxa-4,10,16,22,28,34-hexaazacyclohexatriacontane-2,5,8,11,14,17,20,23,26,29,32,35-dodecone 2001-95-8 C54H90N6O18 BioChemical Analytical Chromatography Product Catalog Antibiotics A to Z Antibiotics Antibiotics T-Z Ionophores Potentiometric for ISE Ion Sensor Materials antibiotic Agro-Products Inhibitors Peptides